Bovine Metabolome Database: Showing metabocard for Glycerol 3-phosphate (BMDB0000126)

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Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (9) Show 9 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:19:54 UTC

Update Date

2020-06-04 20:50:19 UTC

BMDB ID

BMDB0000126

Secondary Accession Numbers

BMDB00126

Metabolite Identification

Common Name

Glycerol 3-phosphate

Description

Glycerol 3-phosphate is a chemical intermediate in the glycolysis metabolic pathway. It is commonly confused with the similarly named glycerate 3-phosphate or glyceraldehyde 3-phosphate. Glycerol 3-phosphate is produced from glycerol, the triose sugar backbone of triglycerides and glycerophospholipids, by the enzyme glycerol kinase. Glycerol 3-phospate may then be converted by dehydrogenation to dihydroxyacetone phosphate (DHAP) by the enzyme glycerol-3-phosphate dehydrogenase. DHAP can then be rearranged into glyceraldehyde 3-phosphate (GA3P) by triose phosphate isomerase (TIM), and feed into glycolysis. The glycerol 3-phosphate shuttle is used to rapidly regenerate NAD+ in the brain and skeletal muscle cells of mammals (wikipedia).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(R)-Glycerol 1-phosphate	ChEBI
D-(Glycerol 1-phosphate)	ChEBI
D-Glycerol 1-phosphate	ChEBI
Glycerol-3-phosphate	ChEBI
Glycerophosphoric acid	ChEBI
L-(Glycerol 3-phosphate)	ChEBI
Phosphoric acid mono-((R)-2,3-dihydroxy-propyl) ester	ChEBI
Phosphorsaeure-mono-((R)-2,3-dihydroxy-propylester)	ChEBI
sn-GLYCEROL-3-phosphATE	ChEBI
sn-Gro-1-p	ChEBI
(R)-Glycerol 1-phosphoric acid	Generator
D-(Glycerol 1-phosphoric acid)	Generator
D-Glycerol 1-phosphoric acid	Generator
Glycerol-3-phosphoric acid	Generator
Glycerophosphate	Generator
L-(Glycerol 3-phosphoric acid)	Generator
Phosphate mono-((R)-2,3-dihydroxy-propyl) ester	Generator
sn-GLYCEROL-3-phosphoric acid	Generator
Glycerol 3-phosphoric acid	Generator
Glycerolphosphates	MeSH
Glycerophosphate, calcium	MeSH
alpha-Glycerophosphoric acid, 1,2,3-propanetriol-1-(18)O,3-(dihydrogen phosphate)-labeled	MeSH
alpha-Glycerophosphoric acid, fe(+3) salt (3:2)	MeSH
alpha-Glycerophosphoric acid, disodium salt	MeSH
alpha-Glycerophosphoric acid, disodium salt (+-)-isomer	MeSH
Disodium glycerophosphate	MeSH
Glycerol 1-phosphate	MeSH
1-Phosphoglycerol	MeSH
alpha-Glycerophosphoric acid, (DL)-isomer	MeSH
alpha-Glycerophosphoric acid, 1,2,3-propanetriol-2-(18)O,3-(dihydrogen phosphate)-labeled	MeSH
alpha-Glycerophosphoric acid, calcium salt	MeSH
Calcium glycerophosphate	MeSH
alpha-Glycerophosphoric acid	MeSH
alpha-Glycerophosphoric acid, fe salt	MeSH
alpha-Glycerophosphoric acid, monocalcium salt (S)-isomer	MeSH
alpha-Glycerophosphoric acid, monomagnesium salt	MeSH
alpha-Glycerophosphoric acid, sodium salt	MeSH
Glycerolphosphate	MeSH
Glycerophosphates	MeSH
alpha-Glycerophosphate	MeSH
alpha-Glycerophosphoric acid, (R)-isomer	MeSH
alpha-Glycerophosphoric acid, (S)-isomer	MeSH
alpha-Glycerophosphoric acid, disodium salt hexahydrate(+-)-isomer	MeSH
alpha-Glycerophosphoric acid, monocalcium salt	MeSH
Sodium glycerophosphate	MeSH
1-(Dihydrogen phosphate) glycerol	HMDB
1-Glycerophosphate	HMDB
1-Glycerophosphorate	HMDB
1-Glycerophosphoric acid	HMDB
3-Glycerophosphate	HMDB
a-Glycerophosphate	HMDB
a-Glycerophosphorate	HMDB
a-Glycerophosphoric acid	HMDB
a-Phosphoglycerol	HMDB
alpha-Glycerophosphorate	HMDB
alpha-Phosphoglycerol	HMDB
Dihydrogen a-glycerophosphate	HMDB
DL-a-Glycerol phosphate	HMDB
DL-a-Glycerophosphate	HMDB
DL-a-Glycerophosphorate	HMDB
DL-a-Glycerophosphoric acid	HMDB
DL-a-Glyceryl phosphate	HMDB
DL-alpha-Glycerol phosphate	HMDB
DL-alpha-Glycerophosphate	HMDB
DL-alpha-Glycerophosphorate	HMDB
DL-alpha-Glycerophosphoric acid	HMDB
DL-alpha-Glyceryl phosphate	HMDB
DL-Glycerol 1-phosphate	HMDB
DL-Glycerol 3-phosphate	HMDB
Glycerol a-phosphate	HMDB
Glycerol monophosphate	HMDB
Glycerophosphorate	HMDB
Glycerophosphoric acid I	HMDB
Glyceryl phosphate	HMDB
sn-Glycerol 3-phosphate	HMDB

Chemical Formula

C₃H₉O₆P

Average Molecular Weight

172.0737

Monoisotopic Molecular Weight

172.013674532

IUPAC Name

[(2R)-2,3-dihydroxypropoxy]phosphonic acid

Traditional Name

3-phosphoglycerol

CAS Registry Number

57-03-4

SMILES

OC[C@@H](O)COP(O)(O)=O

InChI Identifier

InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1

InChI Key

AWUCVROLDVIAJX-GSVOUGTGSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

Glycerophosphates

Alternative Parents

Substituents

Sn-glycerol-3-phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
1,2-diol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

sn-glycerol 3-phosphates (CHEBI:15978 )
glycerol 1-phosphate (CHEBI:15978 )

Ontology

Status

Detected and Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Intracellular membrane
Mitochondria

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	102 - 104 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000.0 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.8	ALOGPS
logP	-2	ChemAxon
logS	-0.75	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	31.39 m³·mol⁻¹	ChemAxon
Polarizability	13.58 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uea-0932000000-726f422c76a193edf232	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uea-0932000000-726f422c76a193edf232	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (4 TMS)	splash10-0zgj-1976000000-019de1fa6314b95ef7fe	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-9300000000-a435ec7fb966f8ddc1a2	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0230-9080000000-9f48133c7a08fb549acd	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0002-9200000000-bf06c1d1e56cb8853243	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-00kr-9200000000-ffce45222cab00a0c302	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001j-9000000000-7689cca8f9c9a12d9e75	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00di-0902000000-00e3a7e1ee10fbd8b03e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-1a40c90fd2eb656ddf5c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-9000000000-f9bc5f552db38767c437	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-0920000000-72f8b96355726dd3a5b1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-00di-0901000000-2c3a8ed438d7ca0fa049	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-000i-9000000000-a3549fb5ec2675fbf615	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-9000000000-096e2ba9a6ef6fd20d88	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0002-0930000000-171708905bad289d6031	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0925110000-c1ced10d34f533b3fa1f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-03di-0900000000-4ee8a36492a451beda75	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-9000000000-de2aacfb81476c7755e5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0900000000-dd342482ade09e9ce749	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0fkc-0917520000-d61e6034525ac5f7588d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-9000000000-d537d3f23f3d9a789c20	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-00di-0900000000-2f1ca45b50402f6e62df	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0udi-0009000000-5606781224d6ab5caed3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-0pi0-1900000000-75b6ed57a4c9cd6378b4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0a59-6900000000-1c46fbda1468f6fd803c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0a5c-9400000000-305e9a2554d8c3274f32	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-007o-9000000000-d11ad04a048c3dca25de	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-00mo-9000000000-7b779b4be184b5b26b6a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-5900000000-297dbde751110233eca5	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Intracellular membrane
Mitochondria

Biospecimen Locations

Liver
Mammary Gland
Milk
Placenta
Prostate Tissue

Pathways

Name	SMPDB/Pathwhiz	KEGG
De Novo Triacylglycerol Biosynthesis		Not Available
Cardiolipin Biosynthesis		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/14:0)		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/14:1(9Z))		Not Available
De Novo Triacylglycerol Biosynthesis TG(14:0/14:0/15:0)		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31867104	details
Mammary Gland	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Mammary Gland	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Kurt J. Boudonck,...	details
Milk	Detected and Quantified	80 uM	Not Specified	Not Specified	Normal	PMID: 11132867	details
Milk	Detected and Quantified	97 uM	Not Specified	Not Specified	Normal	PMID: 11132867	details
Milk	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 23438684	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Prostate Tissue	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0000126

DrugBank ID

DB02515

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15978

References

Synthesis Reference

Rios-Mercadillo, Victor M.; Whitesides, George M. Enzymic synthesis of sn-glycerol 3-phosphate. Journal of the American Chemical Society (1979), 101(19), 5828-9.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hurtaud C, Lemosquet S, Rulquin H: Effect of graded duodenal infusions of glucose on yield and composition of milk from dairy cows. 2. Diets based on grass silage. J Dairy Sci. 2000 Dec;83(12):2952-62. doi: 10.3168/jds.S0022-0302(00)75195-2. [PubMed:11132867 ]
Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. [PubMed:23438684 ]
Xi X, Kwok LY, Wang Y, Ma C, Mi Z, Zhang H: Ultra-performance liquid chromatography-quadrupole-time of flight mass spectrometry MS(E)-based untargeted milk metabolomics in dairy cows with subclinical or clinical mastitis. J Dairy Sci. 2017 Jun;100(6):4884-4896. doi: 10.3168/jds.2016-11939. Epub 2017 Mar 23. [PubMed:28342601 ]
Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals (2009). Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386. Metabolomics.

Enzymes

Enzyme Details

1. CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrial

General function:: Lipid transport and metabolism
Specific function:: Functions in the biosynthesis of the anionic phospholipids phosphatidylglycerol and cardiolipin.
Gene Name:: PGS1
Uniprot ID:: Q2KJ28
Molecular weight:: 62732.0

Reactions

Glycerol 3-phosphate + a CDP-diacylglycerol → an L-1-phosphatidylglycerol-phosphate + Cytidine monophosphate	details
CDP-DG(16:0/18:1(11Z)) + Glycerol 3-phosphate → PGP(16:0/18:1(11Z)) + Cytidine monophosphate	details
CDP-DG(18:1(9Z)/18:1(9Z)) + Glycerol 3-phosphate → PGP(18:1(9Z)/18:1(9Z)) + Cytidine monophosphate	details
CDP-DG(18:2(9Z,12Z)/18:2(9Z,12Z)) + Glycerol 3-phosphate → PGP(18:2(9Z,12Z)/18:2(9Z,12Z)) + Cytidine monophosphate	details

Enzyme Details

2. Glycerol-3-phosphate dehydrogenase, mitochondrial

General function:: Energy production and conversion
Specific function:: Not Available
Gene Name:: GPD2
Uniprot ID:: A6QLU1
Molecular weight:: 80763.0

Reactions

Glycerol 3-phosphate + Quinone → Dihydroxyacetone phosphate + Hydroquinone	details
Dihydroxyacetone phosphate + Quinone → Glycerol 3-phosphate + Hydroquinone	details
Coenzyme Q10 + Glycerol 3-phosphate → Ubiquinol + Dihydroxyacetone phosphate	details

Enzyme Details

3. Dihydroxyacetone phosphate acyltransferase

General function:: Lipid transport and metabolism
Specific function:: Not Available
Gene Name:: GNPAT
Uniprot ID:: A4IF87
Molecular weight:: 77664.0

Reactions

Glycerol 3-phosphate + Long-chain fatty acyl-CoA → 1-Acyl-sn-glycerol 3-phosphate + Coenzyme A	details
Palmityl-CoA + Glycerol 3-phosphate → Coenzyme A + LPA(16:0/0:0)	details
Stearoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LPA(18:0/0:0)	details
Oleoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LysoPA(18:1(9Z)/0:0)	details
Gamma-linolenoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LysoPA(18:3(6Z,9Z,12Z)/0:0)	details
Eicosanoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LysoPA(20:0/0:0)	details
Gondoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LysoPA(20:1(11Z)/0:0)	details
Docosanoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LysoPA(22:0/0:0)	details
Erucoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LysoPA(22:1(13Z)/0:0)	details

Enzyme Details

4. Glycerophosphodiester phosphodiesterase 1

General function:: Energy production and conversion
Specific function:: Has glycerophosphoinositol phosphodiesterase activity. Hydrolyzes lysoglycerophospholipids to produce lysophosphatidic acid (LPA) and the corresponding amines. Has little or no activity towards glycerophosphocholine. GDE1 activity can be modulated by G-protein signaling pathways (By similarity).
Gene Name:: GDE1
Uniprot ID:: Q3T0T0
Molecular weight:: 37653.0

Reactions

Citicoline → Glycerol 3-phosphate + Choline	details

Enzyme Details

5. Glycerol kinase

General function:: Energy production and conversion
Specific function:: Key enzyme in the regulation of glycerol uptake and metabolism.
Gene Name:: GK
Uniprot ID:: Q0IID9
Molecular weight:: 61261.0

Reactions

Glycerol + Adenosine triphosphate → Glycerol 3-phosphate + ADP	details

Enzyme Details

6. Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic

General function:: Energy production and conversion
Specific function:: Not Available
Gene Name:: GPD1
Uniprot ID:: Q5EA88
Molecular weight:: 37648.0

Reactions

Dihydroxyacetone phosphate + NADH → Glycerol 3-phosphate + NAD	details
Glycerol 3-phosphate + NAD → Dihydroxyacetone phosphate + NADH	details

Enzyme Details

7. Glycerol-3-phosphate acyltransferase 4

General function:: Involved in glycerol-3-phosphate O-acyltransferase acti
Specific function:: Converts glycerol-3-phosphate to 1-acyl-sn-glycerol-3-phosphate (lysophosphatidic acid or LPA) by incorporating an acyl moiety at the sn-1 position of the glycerol backbone (By similarity). Active against both saturated and unsaturated long-chain fatty acyl-CoAs (By similarity).
Gene Name:: GPAT4
Uniprot ID:: A3FPG8
Molecular weight:: 52055.0

Enzyme Details

8. Putative glycerol kinase 5

General function:: Transcription
Specific function:: Not Available
Gene Name:: GK5
Uniprot ID:: Q08D86
Molecular weight:: 58765.0

Enzyme Details

9. Glycerol-3-phosphate acyltransferase 1, mitochondrial

General function:: Lipid transport and metabolism
Specific function:: Esterifies acyl-group from acyl-ACP to the sn-1 position of glycerol-3-phosphate, an essential step in glycerolipid biosynthesis.
Gene Name:: GPAM
Uniprot ID:: Q5GJ77
Molecular weight:: 93144.0

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Glycerol 3-phosphate + Palmityl-CoA → LPA(16:0/0:0) + Coenzyme A	details

Showing metabocard for Glycerol 3-phosphate (BMDB0000126)

Structure for BMDB0000126 (Glycerol 3-phosphate)

Enzymes

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